4-cyanophenyl 2,5-anhydro-1,6-dithio-α-D-glucoseptanoside

Base Information

Chemical Name:4-cyanophenyl 2,5-anhydro-1,6-dithio-α-D-glucoseptanoside
CAS No.:313054-85-2
Molecular Formula:C₁₃H₁₃NO₃S₂
Molecular Weight:295.383
Hs Code.:

Synonyms:4-cyanophenyl 2,5-anhydro-1,6-dithio-α-D-glucoseptanoside

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Chemical Property of 4-cyanophenyl 2,5-anhydro-1,6-dithio-α-D-glucoseptanoside

Chemical Property:

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Technology Process of 4-cyanophenyl 2,5-anhydro-1,6-dithio-α-D-glucoseptanoside

There total 10 articles about 4-cyanophenyl 2,5-anhydro-1,6-dithio-α-D-glucoseptanoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 33032-87-0
Methanesulfonic acid (2S,3S,4R,5R)-2,5-bis-bromomethyl-4-hydroxy-tetrahydro-furan-3-yl ester

: 313054-85-2
4-cyanophenyl 2,5-anhydro-1,6-dithio-α-D-glucoseptanoside

Guidance literature:: Multi-step reaction with 8 steps

1: 100 percent / p-TsOH / 1 h / 20 °C

2: 50 percent / potassium thiobenzoate / 4 h / Heating

3: 63 percent / dimethylformamide / 5 h / 100 °C

4: Dowex 50 WX₂ (H+) / 3 h / 20 °C

5: pyridine / 3 h / 20 °C

6: NCS / toluene / 1 h / 20 °C

7: ZnO / acetonitrile / 0.5 h / 20 °C

8: 75 percent / NaOMe / methanol / 2 h / 20 °C

With pyridine; N-chloro-succinimide; thiobenzoic acid potassium salt; Dowex 50 WX₂ (H+); sodium methylate; toluene-4-sulfonic acid; zinc(II) oxide; In methanol; N,N-dimethyl-formamide; toluene; acetonitrile; 1: Etherification / 2: Cyclization / 3: Substitution / 4: Hydrolysis / 5: Acetylation / 6: Substitution / 7: Substitution / 8: Hydrolysis;
DOI:10.1016/S0008-6215(00)00156-7

Reference yield:

: Acetic acid (1R,5S,6S,7S)-7-hydroxy-8-oxa-3-thia-bicyclo[3.2.1]oct-6-yl ester

: 313054-85-2
4-cyanophenyl 2,5-anhydro-1,6-dithio-α-D-glucoseptanoside

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / 3 h / 20 °C

2: NCS / toluene / 1 h / 20 °C

3: ZnO / acetonitrile / 0.5 h / 20 °C

4: 75 percent / NaOMe / methanol / 2 h / 20 °C

With pyridine; N-chloro-succinimide; sodium methylate; zinc(II) oxide; In methanol; toluene; acetonitrile; 1: Acetylation / 2: Substitution / 3: Substitution / 4: Hydrolysis;
DOI:10.1016/S0008-6215(00)00156-7

Reference yield:

: 55174-77-1
3,4-di-O-acetyl-1,6:2,5-dianhydro-1-thio-D-glucitol

: 313054-85-2
4-cyanophenyl 2,5-anhydro-1,6-dithio-α-D-glucoseptanoside

Guidance literature:: Multi-step reaction with 3 steps

1: NCS / toluene / 1 h / 20 °C

2: ZnO / acetonitrile / 0.5 h / 20 °C

3: 75 percent / NaOMe / methanol / 2 h / 20 °C

With N-chloro-succinimide; sodium methylate; zinc(II) oxide; In methanol; toluene; acetonitrile; 1: Substitution / 2: Substitution / 3: Hydrolysis;
DOI:10.1016/S0008-6215(00)00156-7